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Enantioselective synthesis of chiral oxazolines from unactivated ketones and isocyanoacetate esters by synergistic silver/organocatalysis

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Enantioselective synthesis of chiral oxazolines from unactivated ketones and isocyanoacetate esters by synergistic silver/organocatalysis

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dc.contributor.author Martínez-Pardo, P. es_ES
dc.contributor.author Blay, G. es_ES
dc.contributor.author Muñoz Roca, María Del Carmen es_ES
dc.contributor.author Pedro, J. R. es_ES
dc.contributor.author Sanz-Marco, A es_ES
dc.contributor.author Vila, C. es_ES
dc.date.accessioned 2020-03-12T06:51:51Z
dc.date.available 2020-03-12T06:51:51Z
dc.date.issued 2018-03-21 es_ES
dc.identifier.issn 1359-7345 es_ES
dc.identifier.uri http://hdl.handle.net/10251/138744
dc.description.abstract [EN] A multicatalytic approach that combines a bifunctional Brønsted base¿squaramide organocatalyst and Ag+ as Lewis acid has been applied in the reaction of unactivated ketones with tert-butyl isocyanoacetate to give chiral oxazolines bearing a quaternary stereocenter. The formal [3+2] cycloaddition provided high yields of the corresponding cis-oxazolines with good diastereoselectivity and excellent enantioselectivity, being applied to aryl¿alkyl and alkyl¿alkyl ketones. es_ES
dc.description.sponsorship Financial support from the Ministerio de Economia, Industria y Competitividad (Gobierno de Espana) and FEDER (European Union) (CTQ2017-84900-P) is acknowledged. C. V. thanks the Spanish Government for a Ramon y Cajal contract (RyC-2016-20187). A. S.-M. thanks the Generalitat Valenciana and Fondo Social Europeo for a post-doctoral grant (APOST/2016/139). es_ES
dc.language Inglés es_ES
dc.publisher The Royal Society of Chemistry es_ES
dc.relation.ispartof Chemical Communications es_ES
dc.rights Reserva de todos los derechos es_ES
dc.subject.classification FISICA APLICADA es_ES
dc.title Enantioselective synthesis of chiral oxazolines from unactivated ketones and isocyanoacetate esters by synergistic silver/organocatalysis es_ES
dc.type Artículo es_ES
dc.identifier.doi 10.1039/c8cc00856f es_ES
dc.relation.projectID info:eu-repo/grantAgreement/MINECO//RYC-2016-20187/ es_ES
dc.relation.projectID info:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2013-2016/CTQ2017-84900-P/ES/REACCIONES DE ADICION ENANTIOSELECTIVAS MEDIANTE SISTEMAS MULTICATALITICOS. HERRAMIENTAS PARA LA SINTESIS EFICIENTE DE MOLECULAS CON ACTIVIDAD FARMACOLOGICA/ es_ES
dc.relation.projectID info:eu-repo/grantAgreement/GVA//APOSTD%2F2016%2F139/ es_ES
dc.rights.accessRights Abierto es_ES
dc.contributor.affiliation Universitat Politècnica de València. Departamento de Física Aplicada - Departament de Física Aplicada es_ES
dc.description.bibliographicCitation Martínez-Pardo, P.; Blay, G.; Muñoz Roca, MDC.; Pedro, JR.; Sanz-Marco, A.; Vila, C. (2018). Enantioselective synthesis of chiral oxazolines from unactivated ketones and isocyanoacetate esters by synergistic silver/organocatalysis. Chemical Communications. 54(23):2862-2865. https://doi.org/10.1039/c8cc00856f es_ES
dc.description.accrualMethod S es_ES
dc.relation.publisherversion https://doi.org/10.1039/c8cc00856f es_ES
dc.description.upvformatpinicio 2862 es_ES
dc.description.upvformatpfin 2865 es_ES
dc.type.version info:eu-repo/semantics/publishedVersion es_ES
dc.description.volume 54 es_ES
dc.description.issue 23 es_ES
dc.relation.pasarela S\367515 es_ES
dc.contributor.funder Generalitat Valenciana es_ES
dc.contributor.funder Agencia Estatal de Investigación es_ES
dc.contributor.funder Ministerio de Economía y Competitividad es_ES
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